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Evolution of substrate recognition sites (SRSs) in cytochromes P450 from Apiaceae exemplified by the CYP71AJ subfamily

Identifieur interne : 002E31 ( Main/Exploration ); précédent : 002E30; suivant : 002E32

Evolution of substrate recognition sites (SRSs) in cytochromes P450 from Apiaceae exemplified by the CYP71AJ subfamily

Auteurs : Bj Rn Dueholm [Danemark, Australie] ; Célia Krieger [France] ; Damian Drew [Danemark] ; Alexandre Olry [France] ; Tsunashi Kamo [France] ; Olivier Taboureau [Danemark, France] ; Corinna Weitzel [Danemark, France] ; Frédéric Bourgaud [France] ; Alain Hehn [France] ; Henrik Toft Simonsen [Danemark]

Source :

RBID : PMC:4482195

Descripteurs français

English descriptors

Abstract

Background

Large proliferations of cytochrome P450 encoding genes resulting from gene duplications can be termed as ‘blooms’, providing genetic material for the genesis and evolution of biosynthetic pathways. Furanocoumarins are allelochemicals produced by many of the species in Apiaceaous plants belonging to the Apioideae subfamily of Apiaceae and have been described as being involved in the defence reaction against phytophageous insects.

Results

A bloom in the cytochromes P450 CYP71AJ subfamily has been identified, showing at least 2 clades and 6 subclades within the CYP71AJ subfamily. Two of the subclades were functionally assigned to the biosynthesis of furanocoumarins. Six substrate recognition sites (SRS1-6) important for the enzymatic conversion were investigated in the described cytochromes P450 and display significant variability within the CYP71AJ subfamily. Homology models underline a significant modification of the accession to the iron atom, which might explain the difference of the substrate specificity between the cytochromes P450 restricted to furanocoumarins as substrates and the orphan CYP71AJ.

Conclusion

Two subclades functionally assigned to the biosynthesis of furanocoumarins and four other subclades were identified and shown to be part of two distinct clades within the CYP71AJ subfamily. The subclades show significant variability within their substrate recognition sites between the clades, suggesting different biochemical functions and providing insights into the evolution of cytochrome P450 ‘blooms’ in response to environmental pressures.

Electronic supplementary material

The online version of this article (doi:10.1186/s12862-015-0396-z) contains supplementary material, which is available to authorized users.


Url:
DOI: 10.1186/s12862-015-0396-z
PubMed: 26111527
PubMed Central: 4482195


Affiliations:


Links toward previous steps (curation, corpus...)


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<wicri:noCountry code="subfield">305-8604 Ibaraki Japan</wicri:noCountry>
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</author>
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<name sortKey="Taboureau, Olivier" sort="Taboureau, Olivier" uniqKey="Taboureau O" first="Olivier" last="Taboureau">Olivier Taboureau</name>
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<nlm:aff id="Aff3">Technical University of Denmark, Centre for Biological and Sequence Analysis (CBS), Anker Engelunds Vej 1, 2800 Kgs. Lyngby, Denmark</nlm:aff>
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<wicri:regionArea>Technical University of Denmark, Centre for Biological and Sequence Analysis (CBS), Anker Engelunds Vej 1, 2800 Kgs. Lyngby</wicri:regionArea>
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</affiliation>
<affiliation wicri:level="1">
<nlm:aff id="Aff6">Molécules Thérapeutiques in silice (MTi), Inserm UMR-S 973 - Université Paris Diderot, Bat Lamarck A, 35 Rue Hélène Brion, 75205 Paris, France</nlm:aff>
<country xml:lang="fr">France</country>
<wicri:regionArea>Molécules Thérapeutiques in silice (MTi), Inserm UMR-S 973 - Université Paris Diderot, Bat Lamarck A, 35 Rue Hélène Brion, 75205 Paris</wicri:regionArea>
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<region type="région" nuts="2">Île-de-France</region>
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<name sortKey="Weitzel, Corinna" sort="Weitzel, Corinna" uniqKey="Weitzel C" first="Corinna" last="Weitzel">Corinna Weitzel</name>
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<nlm:aff id="Aff1">University of Copenhagen, Department of Plant and Environmental Science, Copenhagen Plant Science Centre, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark</nlm:aff>
<country xml:lang="fr">Danemark</country>
<wicri:regionArea>University of Copenhagen, Department of Plant and Environmental Science, Copenhagen Plant Science Centre, Thorvaldsensvej 40, 1871 Frederiksberg C</wicri:regionArea>
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<affiliation wicri:level="4">
<nlm:aff id="Aff4">UMR1121 Université de Lorraine, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
<country xml:lang="fr">France</country>
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<settlement type="city">Nancy</settlement>
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<nlm:aff id="Aff5">UMR1121 INRA, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
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<wicri:regionArea>UMR1121 INRA, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy</wicri:regionArea>
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<author>
<name sortKey="Bourgaud, Frederic" sort="Bourgaud, Frederic" uniqKey="Bourgaud F" first="Frédéric" last="Bourgaud">Frédéric Bourgaud</name>
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<nlm:aff id="Aff4">UMR1121 Université de Lorraine, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
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<nlm:aff id="Aff5">UMR1121 INRA, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
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<author>
<name sortKey="Hehn, Alain" sort="Hehn, Alain" uniqKey="Hehn A" first="Alain" last="Hehn">Alain Hehn</name>
<affiliation wicri:level="4">
<nlm:aff id="Aff4">UMR1121 Université de Lorraine, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
<country xml:lang="fr">France</country>
<wicri:regionArea>UMR1121 Université de Lorraine, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy</wicri:regionArea>
<wicri:noRegion>54518 Vandoeuvre-les-Nancy</wicri:noRegion>
<orgName type="university">Université de Lorraine</orgName>
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<settlement type="city">Nancy</settlement>
<settlement type="city">Metz</settlement>
<region type="region" nuts="2">Grand Est</region>
<region type="old region" nuts="2">Lorraine (région)</region>
</placeName>
</affiliation>
<affiliation wicri:level="1">
<nlm:aff id="Aff5">UMR1121 INRA, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy, France</nlm:aff>
<country xml:lang="fr">France</country>
<wicri:regionArea>UMR1121 INRA, 2 Avenue de la Forêt de Haye, 54518 Vandoeuvre-les-Nancy</wicri:regionArea>
<wicri:noRegion>54518 Vandoeuvre-les-Nancy</wicri:noRegion>
<wicri:noRegion>54518 Vandoeuvre-les-Nancy</wicri:noRegion>
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</author>
<author>
<name sortKey="Simonsen, Henrik Toft" sort="Simonsen, Henrik Toft" uniqKey="Simonsen H" first="Henrik Toft" last="Simonsen">Henrik Toft Simonsen</name>
<affiliation wicri:level="1">
<nlm:aff id="Aff1">University of Copenhagen, Department of Plant and Environmental Science, Copenhagen Plant Science Centre, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark</nlm:aff>
<country xml:lang="fr">Danemark</country>
<wicri:regionArea>University of Copenhagen, Department of Plant and Environmental Science, Copenhagen Plant Science Centre, Thorvaldsensvej 40, 1871 Frederiksberg C</wicri:regionArea>
<wicri:noRegion>1871 Frederiksberg C</wicri:noRegion>
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</author>
</analytic>
<series>
<title level="j">BMC Evolutionary Biology</title>
<idno type="eISSN">1471-2148</idno>
<imprint>
<date when="2015">2015</date>
</imprint>
</series>
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<keywords scheme="KwdEn" xml:lang="en">
<term>Amino Acid Sequence</term>
<term>Apiaceae (chemistry)</term>
<term>Apiaceae (classification)</term>
<term>Apiaceae (enzymology)</term>
<term>Apiaceae (genetics)</term>
<term>Cytochrome P-450 Enzyme System (chemistry)</term>
<term>Cytochrome P-450 Enzyme System (genetics)</term>
<term>Evolution, Molecular</term>
<term>Gene Duplication</term>
<term>Models, Molecular</term>
<term>Molecular Sequence Data</term>
<term>Phylogeny</term>
<term>Sequence Alignment</term>
<term>Substrate Specificity</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr">
<term>Alignement de séquences</term>
<term>Apiaceae ()</term>
<term>Apiaceae (enzymologie)</term>
<term>Apiaceae (génétique)</term>
<term>Cytochrome P-450 enzyme system ()</term>
<term>Cytochrome P-450 enzyme system (génétique)</term>
<term>Données de séquences moléculaires</term>
<term>Duplication de gène</term>
<term>Modèles moléculaires</term>
<term>Phylogénie</term>
<term>Spécificité du substrat</term>
<term>Séquence d'acides aminés</term>
<term>Évolution moléculaire</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en">
<term>Cytochrome P-450 Enzyme System</term>
</keywords>
<keywords scheme="MESH" qualifier="chemistry" xml:lang="en">
<term>Apiaceae</term>
</keywords>
<keywords scheme="MESH" qualifier="classification" xml:lang="en">
<term>Apiaceae</term>
</keywords>
<keywords scheme="MESH" qualifier="enzymologie" xml:lang="fr">
<term>Apiaceae</term>
</keywords>
<keywords scheme="MESH" qualifier="enzymology" xml:lang="en">
<term>Apiaceae</term>
</keywords>
<keywords scheme="MESH" qualifier="genetics" xml:lang="en">
<term>Apiaceae</term>
<term>Cytochrome P-450 Enzyme System</term>
</keywords>
<keywords scheme="MESH" qualifier="génétique" xml:lang="fr">
<term>Apiaceae</term>
<term>Cytochrome P-450 enzyme system</term>
</keywords>
<keywords scheme="MESH" xml:lang="en">
<term>Amino Acid Sequence</term>
<term>Evolution, Molecular</term>
<term>Gene Duplication</term>
<term>Models, Molecular</term>
<term>Molecular Sequence Data</term>
<term>Phylogeny</term>
<term>Sequence Alignment</term>
<term>Substrate Specificity</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr">
<term>Alignement de séquences</term>
<term>Apiaceae</term>
<term>Cytochrome P-450 enzyme system</term>
<term>Données de séquences moléculaires</term>
<term>Duplication de gène</term>
<term>Modèles moléculaires</term>
<term>Phylogénie</term>
<term>Spécificité du substrat</term>
<term>Séquence d'acides aminés</term>
<term>Évolution moléculaire</term>
</keywords>
</textClass>
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</teiHeader>
<front>
<div type="abstract" xml:lang="en">
<sec>
<title>Background</title>
<p>Large proliferations of cytochrome P450 encoding genes resulting from gene duplications can be termed as ‘blooms’, providing genetic material for the genesis and evolution of biosynthetic pathways. Furanocoumarins are allelochemicals produced by many of the species in Apiaceaous plants belonging to the Apioideae subfamily of Apiaceae and have been described as being involved in the defence reaction against phytophageous insects.</p>
</sec>
<sec>
<title>Results</title>
<p>A bloom in the cytochromes P450 CYP71AJ subfamily has been identified, showing at least 2 clades and 6 subclades within the CYP71AJ subfamily. Two of the subclades were functionally assigned to the biosynthesis of furanocoumarins. Six substrate recognition sites (SRS1-6) important for the enzymatic conversion were investigated in the described cytochromes P450 and display significant variability within the CYP71AJ subfamily. Homology models underline a significant modification of the accession to the iron atom, which might explain the difference of the substrate specificity between the cytochromes P450 restricted to furanocoumarins as substrates and the orphan CYP71AJ.</p>
</sec>
<sec>
<title>Conclusion</title>
<p>Two subclades functionally assigned to the biosynthesis of furanocoumarins and four other subclades were identified and shown to be part of two distinct clades within the CYP71AJ subfamily. The subclades show significant variability within their substrate recognition sites between the clades, suggesting different biochemical functions and providing insights into the evolution of cytochrome P450 ‘blooms’ in response to environmental pressures.</p>
</sec>
<sec>
<title>Electronic supplementary material</title>
<p>The online version of this article (doi:10.1186/s12862-015-0396-z) contains supplementary material, which is available to authorized users.</p>
</sec>
</div>
</front>
<back>
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